• 1. CYP199A4 catalyses the efficient demethylation and demethenylation of para-substituted benzoic acid derivatives
  Tom Coleman,Rebecca R. Chao,John B. Bruning,James J. De Voss,Stephen G. Bell RSC Adv. 2015 5 52007
• 2. 292. Purpurogallin. Part VI. Mechanism of the oxidation of pyrogallol
  Alan Critchlow,Robert D. Haworth,Peter L. Pauson J. Chem. Soc. 1951 1318
• 3. XXI.—Nitro-acids derived from 2 : 3-dimethoxybenzoic acid and 4-methoxyphthalic acid
  John Cannell Cain,John Lionel Simonsen J. Chem. Soc. Trans. 1914 105 156
• 4. Long-chain phenols. Part 16. A novel synthesis of homologous orsellinic acids and their methyl ethers
  Aziz A. Durrani,John H. P. Tyman J. Chem. Soc. Perkin Trans. 1 1980 1658
• 5. Long-chain phenols. Part 16. A novel synthesis of homologous orsellinic acids and their methyl ethers
  Aziz A. Durrani,John H. P. Tyman J. Chem. Soc. Perkin Trans. 1 1980 1658

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Methoxybenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

2,3-Dimethoxybenzoic Acid (CAS No. 1521-38-6): An Overview of Its Properties, Applications, and Recent Research

2,3-Dimethoxybenzoic acid (CAS No. 1521-38-6) is a versatile organic compound that has garnered significant attention in the fields of chemistry, pharmaceuticals, and materials science. This compound is characterized by its unique molecular structure, which consists of a benzoic acid core with two methoxy groups attached to the 2 and 3 positions. The presence of these functional groups imparts distinct chemical and physical properties, making 2,3-dimethoxybenzoic acid a valuable building block in various synthetic pathways and applications.

The molecular formula of 2,3-dimethoxybenzoic acid is C₉H₁₀O₄, and its molecular weight is approximately 174.17 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). Its solubility in water is limited but can be enhanced by adjusting the pH or using co-solvents.

In terms of its chemical properties, 2,3-dimethoxybenzoic acid exhibits strong acidity due to the carboxylic acid group. This property makes it useful in various acid-catalyzed reactions and as a precursor for the synthesis of esters and amides. The methoxy groups on the benzene ring contribute to the compound's electron-donating nature, which can influence its reactivity in electrophilic aromatic substitution reactions.

2,3-Dimethoxybenzoic acid has found applications in a wide range of fields. In the pharmaceutical industry, it serves as an intermediate in the synthesis of drugs with diverse therapeutic effects. For instance, it has been used in the development of anti-inflammatory agents and antioxidants. The compound's ability to modulate biological pathways through its interaction with specific enzymes and receptors makes it a promising candidate for drug discovery.

In materials science, 2,3-dimethoxybenzoic acid has been explored for its potential in the fabrication of functional materials. Its unique molecular structure allows it to form supramolecular assemblies through hydrogen bonding and π-π stacking interactions. These assemblies can be utilized to create self-assembled monolayers (SAMs) on surfaces, which have applications in surface chemistry and nanotechnology.

Recent research has shed light on the multifaceted roles of 2,3-dimethoxybenzoic acid. A study published in the Journal of Medicinal Chemistry investigated the use of this compound as a scaffold for designing novel antiviral agents. The researchers found that derivatives of 2,3-dimethoxybenzoic acid exhibited potent antiviral activity against several strains of viruses, including influenza and herpes simplex virus (HSV). This finding highlights the potential of this compound as a lead molecule for developing new antiviral therapies.

In another study published in Organic Letters, scientists explored the synthetic utility of 2,3-dimethoxybenzoic acid. They developed an efficient one-pot synthesis method that allowed for the rapid preparation of a library of derivatives with varying substituents on the benzene ring. This method significantly reduced the number of synthetic steps required and improved overall yield and purity. The versatility of this synthetic approach opens up new possibilities for exploring the biological activities of these derivatives.

The environmental impact of chemical compounds is an important consideration in their development and application. Research on the biodegradability and toxicity of 2,3-dimethoxybenzoic acid has shown that it exhibits low toxicity to aquatic organisms and is biodegradable under aerobic conditions. These findings suggest that it can be used safely in various industrial processes without significant environmental concerns.

In conclusion, 2,3-dimethoxybenzoic acid (CAS No. 1521-38-6) is a versatile compound with a wide range of applications in chemistry, pharmaceuticals, and materials science. Its unique molecular structure and chemical properties make it an attractive building block for various synthetic pathways. Recent research has further expanded our understanding of its potential uses and biological activities, highlighting its importance as a valuable chemical entity.

• 877-22-5(o-Vanillic Acid)
• 3507-08-2(5-Carboxyvanillin)
• 50855-25-9(Benzoic acid, trimethoxy-)
• 5653-56-5(Benzoic acid, 2,3-dimethoxy-5-methyl-)
• 5653-46-3(2-Hydroxy-3,4-dimethoxybenzoic acid)
• 77869-39-7(Benzoic acid, 2,3-dimethoxy-4-methyl-)
• 118303-91-6(Benzoic acid,3,6-dihydroxy-2-methoxy-)
• 2169-28-0(3-hydroxy-2-methoxybenzoic acid)
• 3934-81-4(2,3-Dihydroxy-4-methoxybenzoic Acid)
• 2134-91-0(5-Carboxyvanillic Acid)